WO1992013566A1 - Interpenetrating-polymer network phase-transition gels - Google Patents
Interpenetrating-polymer network phase-transition gels Download PDFInfo
- Publication number
- WO1992013566A1 WO1992013566A1 PCT/US1992/000797 US9200797W WO9213566A1 WO 1992013566 A1 WO1992013566 A1 WO 1992013566A1 US 9200797 W US9200797 W US 9200797W WO 9213566 A1 WO9213566 A1 WO 9213566A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- gel
- phase
- transition
- polymer network
- chemical
- Prior art date
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/32—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. carbomers, poly(meth)acrylates, or polyvinyl pyrrolidone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2022—Organic macromolecular compounds
- A61K9/2027—Organic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone, poly(meth)acrylates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L101/00—Compositions of unspecified macromolecular compounds
Definitions
- the chemical bond can be between the component to be separated from the solution and any of the polymers of the interpenetrating polymer network, to thereby cause a phase transition of the polymer network and, consequently, cause a phase transition of the gel.
- interaction between a component in a liquid medium within the interpenetrating polymer network and the interpenetrating polymer network can cause an interaction between the polymers of the interpenetrating polymer network which, in turn, causes a phase transition of the gel.
- the component can be separated from the solution by contraction of the gel during phase transition by entrapment of the component in the gel or by binding to the polymer network in the gel.
- Figure 5 is a plot of phase transitions for interpenetrating polymer network gels of poly(acrylic acid) and poly(aerylamide) in water wherein the gels have been ionized in varying degrees and wherein the phase transitions are a result of hydrogen bonding between the interpenetrating polymers.
- the shaded area represents a region of discontinuous volume change of the gel.
- the dotted lines represent discontinuities in the phase state of a given polymer with a fixed ionization.
- Phase-transition of gels, as that term is used herein, means a significantly large rate of volume change of gels between an expanded phase and a contracted phase or vice-versa.
- Phase-transition gels are gels which exhibit a phase transition at a phase-transition condition. The difference in volume between the expanded phase of phase-transition gels and the contracted phase of the phase-transition gels can be hundreds of orders of magnitude. Examples of phase-transition gels are disclosed in Tanaka et al. , U.S. Patent No. 4,732,930 and U.S. Patent Applications 07/425,788, 07/470,977 and 07/558,733, the teachings of which are incorporated herein by reference.
- the phase-transition gels of the present invention undergo a significantly large rate of volume change at a desired phase-transition condition in response to a stimulus.
- the phase-transition gel includes an interpenetrating polymer network gelled with a liquid medium.
- Phase-transition conditions at which the phase-transition gels exhibit a significantly large volume change can include physical conditions, chemical conditions, or combinations of physical and chemical conditions.
- physical phase-transition conditions include: temperature; electromagnetic radiation, such as infrared energy, visible light and ultraviolet light; etc.
- chemical phase-transition conditions include: concentration of ionic species, such as hydrogen and water, i.e. pH; crosslinking agents, such as cross-linking agents which crosslink the polymer network of the phase-transition gel; inorganic and organic solvents; specific chemicals; etc.
- Phase-transition conditions at which the phase-transition gels exhibit a significantly large volume change can include combinations of physical conditions, combinations of chemical conditions, or combinations of physical and chemical conditions.
- incorporación of acidic and basic polymers into the interpenetrating polymer network causes ions in the absorbed liquid, such as sodium ions and chloride ions, to become bonded to the polymers, thereby reducing osmotic pressure caused by the ions and enabling phase transition for absorption of fluids containing relatively high concentrations of ions.
- a gel includes an interpenetrating polymer network of an anionic poly(acrylic acid) and a cationic poly(methacrylamidopropyl-trimethyl-ammonium-chloride) (poly(MAPTAC)) in water. This gel swells about tenfold in salt solutions having concentrations greater than about lOOmM.
- Another example of a suitable gel includes an interpenetrating polymer gel of poly(styrene sulfuric acid) and poly(MAPTAC) . It is to be understood, however, that any combination of acidic and basic polymers can be used.
- interpenetrating polymer network gels can be designed to recognize hydrogen, hydrophobic interactions, ions, and van der Waals forces, it is conceivable that custom-engineered interpenetrating polymer network gels can be created to recognize specific molecules that have given sequences. An application of this would be a gel to absorb microbial toxins from a bacteria, toxin, virus or other microorganism that is causing diarrhea. By absorbing the toxin, the toxin would not be available to irritate the gastrointestinal tract.
- Gel 1 Three different gels were formed comprising interpenetrating polymer networks of poly(acrylamide) and poly(acrylic acid).
- Gel 1 was formed without ionization of either polymer in the interpenetrating polymer network.
- Three percent and six percent respectively, of the acrylic acid groups in the poly(acrylic acid) of Gels 2 and 3 were ionized.
Abstract
Description
Claims
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4505737A JPH06506490A (en) | 1991-01-31 | 1992-01-31 | Interpenetrating polymer network phase change gel |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US64856391A | 1991-01-31 | 1991-01-31 | |
US648,563 | 1991-01-31 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1992013566A1 true WO1992013566A1 (en) | 1992-08-20 |
Family
ID=24601309
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US1992/000797 WO1992013566A1 (en) | 1991-01-31 | 1992-01-31 | Interpenetrating-polymer network phase-transition gels |
Country Status (3)
Country | Link |
---|---|
EP (1) | EP0569542A1 (en) |
JP (1) | JPH06506490A (en) |
WO (1) | WO1992013566A1 (en) |
Cited By (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1995030411A1 (en) * | 1994-05-09 | 1995-11-16 | Korea Research Institute Of Chemical Technology | Transdermal drug delivery system having ionic polymer networks |
WO1996002239A2 (en) * | 1994-07-18 | 1996-02-01 | University Of Cincinnati | Enhanced loading of solutes into polymer gels and methods of use |
WO1996006134A1 (en) * | 1994-08-19 | 1996-02-29 | Gel Sciences, Inc. | Responsive gels for selective removal of a target from an environment and methods therefor |
EP0734286A1 (en) * | 1993-12-15 | 1996-10-02 | Gel Sciences, Inc. | Gel-based vapor extractor and methods |
US5612384A (en) * | 1994-09-13 | 1997-03-18 | Donlar Corporation | Superabsorbing polymeric networks |
US5759524A (en) * | 1996-02-09 | 1998-06-02 | The Procter & Gamble Company | Photoprotective compositions |
US5804173A (en) * | 1996-09-04 | 1998-09-08 | The Procter & Gamble Company | Personal care compositions |
US5824666A (en) * | 1994-03-11 | 1998-10-20 | The Procter & Gamble Company | Low PH, hydrolytically stable, cosmetic compositions containing acidic actives |
US5830447A (en) * | 1996-09-04 | 1998-11-03 | The Procter & Gamble Company | Personal care compositions |
US5840338A (en) * | 1994-07-18 | 1998-11-24 | Roos; Eric J. | Loading of biologically active solutes into polymer gels |
US5843089A (en) * | 1990-12-28 | 1998-12-01 | Boston Scientific Corporation | Stent lining |
US5863527A (en) * | 1996-09-04 | 1999-01-26 | The Proctor & Gamble Company | Personal care compositions |
US5868719A (en) * | 1997-01-15 | 1999-02-09 | Boston Scientific Corporation | Drug delivery balloon catheter device |
US5916548A (en) * | 1996-09-04 | 1999-06-29 | The Procter & Gamble Company | Personal care compositions |
US5948416A (en) * | 1995-06-29 | 1999-09-07 | The Procter & Gamble Company | Stable topical compositions |
US5954706A (en) * | 1990-12-28 | 1999-09-21 | Boston Scientific Corporation | Drug delivery |
US5998492A (en) * | 1994-09-13 | 1999-12-07 | Donlar Corporation | Super-absorbing polymeric networks |
US6494861B1 (en) | 1997-01-15 | 2002-12-17 | Boston Scientific Corporation | Drug delivery system |
US6524274B1 (en) | 1990-12-28 | 2003-02-25 | Scimed Life Systems, Inc. | Triggered release hydrogel drug delivery system |
WO2003093327A1 (en) * | 2002-05-01 | 2003-11-13 | Hokkaido Technology Licensing Office Co., Ltd. | Gel having multiple network structure and method for preparation thereof |
US8025696B2 (en) | 2004-06-18 | 2011-09-27 | National University Corporation Hokkaido University | Artificial meniscus and process of making thereof |
US9943668B2 (en) | 2010-07-16 | 2018-04-17 | Sub3 Vascular, Llc | Guidewire and catheter system and method for treating a blood clot |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4732930A (en) * | 1985-05-20 | 1988-03-22 | Massachusetts Institute Of Technology | Reversible, discontinuous volume changes of ionized isopropylacrylamide cells |
WO1989007455A1 (en) * | 1988-02-12 | 1989-08-24 | Zaepffel Brigitte | Crosslinked hydrophilic copolymer for medical and paramedical use |
EP0347145A2 (en) * | 1988-06-14 | 1989-12-20 | University Of Utah Research Foundation | Heterogeneous interpenetrating polymer networks for the controlled release of drugs |
EP0411621A2 (en) * | 1989-08-04 | 1991-02-06 | Senju Pharmaceutical Co., Ltd. | Electroresponsive hydrogel and physiologically active substance release control system |
-
1992
- 1992-01-31 EP EP19920906367 patent/EP0569542A1/en not_active Withdrawn
- 1992-01-31 JP JP4505737A patent/JPH06506490A/en active Pending
- 1992-01-31 WO PCT/US1992/000797 patent/WO1992013566A1/en not_active Application Discontinuation
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4732930A (en) * | 1985-05-20 | 1988-03-22 | Massachusetts Institute Of Technology | Reversible, discontinuous volume changes of ionized isopropylacrylamide cells |
WO1989007455A1 (en) * | 1988-02-12 | 1989-08-24 | Zaepffel Brigitte | Crosslinked hydrophilic copolymer for medical and paramedical use |
EP0347145A2 (en) * | 1988-06-14 | 1989-12-20 | University Of Utah Research Foundation | Heterogeneous interpenetrating polymer networks for the controlled release of drugs |
EP0411621A2 (en) * | 1989-08-04 | 1991-02-06 | Senju Pharmaceutical Co., Ltd. | Electroresponsive hydrogel and physiologically active substance release control system |
Non-Patent Citations (6)
Title |
---|
JOURNAL OF CHEMICAL PHYSICS vol. 89, no. 3, August 1988, WOODBURY pages 1695 - 1703; MATSUO E.S. ET AL: 'kinetics of discontinous volume-phase transition of gels' * |
JOURNAL OF CONTROLLED RELEASE vol. 11, 1990, AMSTERDAM pages 255 - 265; OKANO T. ET AL: 'thermally on-off switching polymers for drug permeation and release' * |
JOURNAL OF CONTROLLED RELEASE vol. 16, June 1991, AMSTERDAM pages 215 - 228; KATANO H. ET AL: 'Thermo-responsive swelling and drug release switchiing of interpenetrating polymer networks composed of poly(acrylamide-co-butyl methacrylate) and poly(acrylic acid)' * |
PATENT ABSTRACTS OF JAPAN vol. 15, no. 104 (C-814)13 March 1991 & JP,A,3 002 211 ( DAIKIN IND LTD ) 8 January 1991 * |
POLYMER SCIENCE USSR vol. 23, no. 6, 1982, POLAND pages 1439 - 1446; KLENINA O.V. ET AL: 'phase separation in the system polyacrylic acid-polyacrylamide-water' * |
WORLD PATENTS INDEX LATEST Section Ch, Week 9120, Derwent Publications Ltd., London, GB; Class A, AN 91-143954 & JP,A,3 079 608 (SHINGIJUTSU KAIHATSU) 4 April 1991 * |
Cited By (35)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6409716B1 (en) | 1989-12-15 | 2002-06-25 | Scimed Life Systems, Inc. | Drug delivery |
US6524274B1 (en) | 1990-12-28 | 2003-02-25 | Scimed Life Systems, Inc. | Triggered release hydrogel drug delivery system |
US5954706A (en) * | 1990-12-28 | 1999-09-21 | Boston Scientific Corporation | Drug delivery |
US6364893B1 (en) | 1990-12-28 | 2002-04-02 | Scimed Life Systems, Inc. | Stent lining |
US7066904B2 (en) | 1990-12-28 | 2006-06-27 | Boston Scientific Scimed, Inc. | Triggered release hydrogel drug delivery system |
US5843089A (en) * | 1990-12-28 | 1998-12-01 | Boston Scientific Corporation | Stent lining |
EP0734286A1 (en) * | 1993-12-15 | 1996-10-02 | Gel Sciences, Inc. | Gel-based vapor extractor and methods |
EP0734286A4 (en) * | 1993-12-15 | 1997-05-07 | Gel Sciences Inc | Gel-based vapor extractor and methods |
US5824666A (en) * | 1994-03-11 | 1998-10-20 | The Procter & Gamble Company | Low PH, hydrolytically stable, cosmetic compositions containing acidic actives |
WO1995030411A1 (en) * | 1994-05-09 | 1995-11-16 | Korea Research Institute Of Chemical Technology | Transdermal drug delivery system having ionic polymer networks |
US5674521A (en) * | 1994-07-18 | 1997-10-07 | University Of Cincinnati | Enhanced loading of solutes into polymer gels and methods of use |
US5603955A (en) * | 1994-07-18 | 1997-02-18 | University Of Cincinnati | Enhanced loading of solutes into polymer gels |
WO1996002239A3 (en) * | 1994-07-18 | 1997-02-13 | Univ Cincinnati | Enhanced loading of solutes into polymer gels and methods of use |
WO1996002239A2 (en) * | 1994-07-18 | 1996-02-01 | University Of Cincinnati | Enhanced loading of solutes into polymer gels and methods of use |
US5840338A (en) * | 1994-07-18 | 1998-11-24 | Roos; Eric J. | Loading of biologically active solutes into polymer gels |
WO1996006134A1 (en) * | 1994-08-19 | 1996-02-29 | Gel Sciences, Inc. | Responsive gels for selective removal of a target from an environment and methods therefor |
EP0785958A1 (en) * | 1994-09-13 | 1997-07-30 | Donlar Corporation | Superabsorbing polymeric networks |
US5612384A (en) * | 1994-09-13 | 1997-03-18 | Donlar Corporation | Superabsorbing polymeric networks |
EP0785958A4 (en) * | 1994-09-13 | 1998-01-07 | Donlar Corp | Superabsorbing polymeric networks |
US5847013A (en) * | 1994-09-13 | 1998-12-08 | Donlar Corporation | Superabsorbing polymeric networks |
US5998492A (en) * | 1994-09-13 | 1999-12-07 | Donlar Corporation | Super-absorbing polymeric networks |
US5948416A (en) * | 1995-06-29 | 1999-09-07 | The Procter & Gamble Company | Stable topical compositions |
US6024942A (en) * | 1996-02-09 | 2000-02-15 | The Procter & Gamble Company | Photoprotective compositions |
US5759524A (en) * | 1996-02-09 | 1998-06-02 | The Procter & Gamble Company | Photoprotective compositions |
US5804173A (en) * | 1996-09-04 | 1998-09-08 | The Procter & Gamble Company | Personal care compositions |
US5830447A (en) * | 1996-09-04 | 1998-11-03 | The Procter & Gamble Company | Personal care compositions |
US5916548A (en) * | 1996-09-04 | 1999-06-29 | The Procter & Gamble Company | Personal care compositions |
US5863527A (en) * | 1996-09-04 | 1999-01-26 | The Proctor & Gamble Company | Personal care compositions |
US6494861B1 (en) | 1997-01-15 | 2002-12-17 | Boston Scientific Corporation | Drug delivery system |
US5868719A (en) * | 1997-01-15 | 1999-02-09 | Boston Scientific Corporation | Drug delivery balloon catheter device |
WO2003093327A1 (en) * | 2002-05-01 | 2003-11-13 | Hokkaido Technology Licensing Office Co., Ltd. | Gel having multiple network structure and method for preparation thereof |
KR101002147B1 (en) | 2002-05-01 | 2010-12-17 | 국립대학법인 홋가이도 다이가쿠 | Hydrogel of SemiInterpenetrating Network Structure and Process for Producing the Same |
US8029824B2 (en) | 2002-05-01 | 2011-10-04 | National University Corporation Hokkaido University | Hydrogel of (semi) interpenetrating network structure and process for producing the same |
US8025696B2 (en) | 2004-06-18 | 2011-09-27 | National University Corporation Hokkaido University | Artificial meniscus and process of making thereof |
US9943668B2 (en) | 2010-07-16 | 2018-04-17 | Sub3 Vascular, Llc | Guidewire and catheter system and method for treating a blood clot |
Also Published As
Publication number | Publication date |
---|---|
EP0569542A1 (en) | 1993-11-18 |
JPH06506490A (en) | 1994-07-21 |
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